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WO1999038383A1 - Procede de production d'extrait de feuilles d'olivier et extrait ainsi obtenu - Google Patents

Procede de production d'extrait de feuilles d'olivier et extrait ainsi obtenu Download PDF

Info

Publication number
WO1999038383A1
WO1999038383A1 PCT/US1998/001563 US9801563W WO9938383A1 WO 1999038383 A1 WO1999038383 A1 WO 1999038383A1 US 9801563 W US9801563 W US 9801563W WO 9938383 A1 WO9938383 A1 WO 9938383A1
Authority
WO
WIPO (PCT)
Prior art keywords
extractant
oleuropein
olive leaves
extract
weight
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/US1998/001563
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English (en)
Inventor
Leslie Nachman
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Individual
Original Assignee
Individual
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to US08/780,448 priority Critical patent/US5714150A/en
Application filed by Individual filed Critical Individual
Priority to AU60450/98A priority patent/AU6045098A/en
Priority to PCT/US1998/001563 priority patent/WO1999038383A1/fr
Publication of WO1999038383A1 publication Critical patent/WO1999038383A1/fr
Priority to NO996417A priority patent/NO996417L/no
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/185—Magnoliopsida (dicotyledons)
    • A61K36/63—Oleaceae (Olive family), e.g. jasmine, lilac or ash tree

Definitions

  • the invention relates to an olive leaf extract known as oleuropein with valuable medicinal properties.
  • Oleuropein is a bitter glucoside found in olives and the roots, leaves and bark of the olive tree, Olea europaea. Medicinal use of this extract dates back to the early 1800s when it was used in liquid form as a treatment for malarial infections. Oleuropein undergoes mild acid hydrolysis to form elenolic acid, this process being similar to an enzyme based hydrolysis of the compound which takes place in the human body.
  • Calcium elenolate was reported to have in vitro antiviral activity in an article by Renis, "In Vitro Antiviral Activity of Calcium Elenolate,” Antimicrobial Agents and Chemotherapy - 1969, pages 167-172. In this article, calcium elenolate was reported to have activity against a wide variety of viruses, with the greatest activity under alkaline conditions (pH 7.5). However, when incubation was carried out with amino acids prior to incubation with virus, losses in virucidal activity were detected, especially in the presence of glycine, lysine, cysteine and histidine, and to a lesser extent with other amino acids.
  • oleuropein has been found to be effective, in-vi tro, against Salmonella enteritidis ("Inhibition of Salmonella enteritidis by oleuropein in broth and in a model foodsystem, " Lett Appl Microbiol 20(2): 120-4, Feb. 1995), and enterotoxin B ("The effect of the olive phenolic compound, oleuropein, on growth and enterotoxin B production," J Appl Bacteriol 74(3):253-9, Mar. 1993).
  • enteroleuropein has been found to protect low density lipoprotein from oxidation ( Life Sci 55(24) : 1965-71 , 1994) and to inhibit platelet aggregation ( Thromb Res 78(2) : 151-60, Apr. 15, 1995).
  • the invention is directed to a method for extracting oleuropein from olive leaves comprising the steps of treating olive leaves with an alcohol and water solution to produce an alcoholic extract, draining the alcohol and water solution from the olive leaves, treating the olive leaves with fresh alcohol and water solution at least two more times, combining the alcoholic extracts produced, and distilling the combined extracts under vacuum at a temperature of about 20 to 88°C to produce a concentrated extract having a solids content of about 30 to 40%.
  • the concentrated extract can then be spray dried or oven dried under vacuum to produce a dry powder extract comprising approximately 30-40% by weight oleuropein.
  • the above process steps must be conducted at a temperature no greater than about 88°C, since destruction of the glucoside is thought to occur at higher temperatures .
  • the resultant oleuropein contains a high proportion of R-oleuropein as compared with L- oleuropein, the R-oleuropein not binding to amino acids in the human body, and therefore remaining active in vivo.
  • the invention is therefore also directed to an alcoholic extract of olive leaves comprising oleuropein which is predominantly (at least 50% by weight) R-oleuropein.
  • the alcoholic solution used to treat the olive leaves should contain at least 25% by weight alcohol, and preferably comprises 60-75% by weight alcohol with the ratio of leaves to alcohol being approximately 1 kilogram to 3.8 liters (1 gallon).
  • 3 to 4 covers of the solvent are used for a full extraction, each extraction lasting at least 4 hours at 70-88°C, or at least 24 hours at room temperature (20°C). At room temperature, each extraction may last up to about 48 hours.
  • Leaves of the tree Olea europaea are tested for oleuropein content using thin layer chromatography and high pressure liquid chromatography, and found to have an oleuropein content of approximately 0.30%. Approximately 1 kilogram of leaves is covered with 3.8 liters of 70% ethanol solution in water, and the leaves remain covered at 20°C for 48 hours. At the end of the 48 hour period, the alcohol is drained and another 3.8 liter portion of 70% ethanol is used to cover the leaves. This procedure is repeated twice more, and after the fourth cover, all extracts are combined and distilled under vacuum at about 70°C to produce a concentrated alcoholic solution containing about 30 to 40% solids. The solution is spray dried at a temperature under 70°C to obtain a dry powder extract containing about 35 weight percent oleuropein.

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  • Health & Medical Sciences (AREA)
  • Natural Medicines & Medicinal Plants (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Alternative & Traditional Medicine (AREA)
  • Biotechnology (AREA)
  • Botany (AREA)
  • Medical Informatics (AREA)
  • Medicinal Chemistry (AREA)
  • Microbiology (AREA)
  • Mycology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicines Containing Plant Substances (AREA)

Abstract

Procédé de préparation d'un extrait de feuilles d'olivier et extrait ainsi obtenu. Les feuilles sont couvertes d'une solution alcoolisée aqueuse qui reste en contact avec lesdites feuilles pendant au moins 4 heures, puis est évacuée. Ce procédé est répété au moins deux fois de plus et les extraits drainés sont combinés, concentrés par distillation sous vide et séchés par séchage par atomisation ou séchage au four pour obtenir une poudre contenant environ 30-40 % en poids d'oleuropéine. Les phases d'extraction sont effectuées à une température d'environ 20 à 88 °C.
PCT/US1998/001563 1997-01-08 1998-02-02 Procede de production d'extrait de feuilles d'olivier et extrait ainsi obtenu Ceased WO1999038383A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
US08/780,448 US5714150A (en) 1997-01-08 1997-01-08 Method for producing extract of olive leaves
AU60450/98A AU6045098A (en) 1997-01-08 1998-02-02 Method for producing extract of olive leaves and extract produced thereby
PCT/US1998/001563 WO1999038383A1 (fr) 1997-01-08 1998-02-02 Procede de production d'extrait de feuilles d'olivier et extrait ainsi obtenu
NO996417A NO996417L (no) 1998-02-02 1999-12-22 FramgangsmÕte for framstilling av ekstrakt for olivenblad, samt ekstrakt framstilt slik

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US08/780,448 US5714150A (en) 1997-01-08 1997-01-08 Method for producing extract of olive leaves
PCT/US1998/001563 WO1999038383A1 (fr) 1997-01-08 1998-02-02 Procede de production d'extrait de feuilles d'olivier et extrait ainsi obtenu

Publications (1)

Publication Number Publication Date
WO1999038383A1 true WO1999038383A1 (fr) 1999-08-05

Family

ID=26793909

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1998/001563 Ceased WO1999038383A1 (fr) 1997-01-08 1998-02-02 Procede de production d'extrait de feuilles d'olivier et extrait ainsi obtenu

Country Status (3)

Country Link
US (1) US5714150A (fr)
AU (1) AU6045098A (fr)
WO (1) WO1999038383A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001047537A1 (fr) * 1999-12-23 2001-07-05 Asac Compañia De Biotecnologia E Investigacion, S.A. Procede permettant d'obtenir des extraits de olea europeae et applications de ceux-ci
CN102060893A (zh) * 2009-11-13 2011-05-18 中国科学院兰州化学物理研究所 从油橄榄叶中同步制备橄榄苦苷和橄榄总黄酮的工艺方法
WO2015113175A1 (fr) * 2014-01-30 2015-08-06 Universidad Del Desarrollo Composition biocide pour la lutte contre les parasites des abeilles domestiques, comprenant un extrait d'oleo europaea soluble dans l'eau

Families Citing this family (35)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1298283B1 (it) * 1998-02-19 1999-12-20 B & T S R L Uso dell'estratto delle foglie di olea europea come antiradicalico
US6165475A (en) * 1998-07-23 2000-12-26 Creagri, Inc. Water-soluble extract from olives
WO2000004794A1 (fr) * 1998-07-23 2000-02-03 Creagri, Inc. Extraits d'olives hydrosolubles
EP1013752A1 (fr) * 1998-12-23 2000-06-28 Unilever N.V. Procédé de préparation de produits alimentaires fortifiés avec de l'acide oléanolique
US6338865B1 (en) 1998-12-23 2002-01-15 Unilever Patent Holdings Bv Process for preparing food products fortified with oleanolic acid
US6383526B1 (en) 1999-07-21 2002-05-07 Ancile Pharmaceuticals, Inc. Process for the extraction of valerian root
US6358542B2 (en) 1999-12-20 2002-03-19 Usana, Inc. Antioxidant compositions extracted from olives and olive by-products
US9072753B1 (en) * 2000-04-03 2015-07-07 Amy C. Brown Gargle method to reduce the duration of common cold symptoms
FR2808191B1 (fr) * 2000-04-28 2004-03-05 Oreal Extrait de vegetal de l'espece olea europaea comme inhibiteur de no-synthase et utilisations
JP3820218B2 (ja) * 2000-09-01 2006-09-13 クレアグリ， インコーポレイテッド 植物水からヒドロキシチロソール富化組成物を得る方法
US7713569B2 (en) * 2000-09-01 2010-05-11 Creagri, Inc. Hydroxytyrosol-rich composition from olive vegetation water and method of use thereof
US6455070B1 (en) 2001-02-15 2002-09-24 East Park Research, Inc. Composition for treating symptoms of influenza
EP1482909B1 (fr) 2002-02-13 2018-07-04 Creagri, Inc. Procede et composition pour le traitement d'une inflammation
FR2853549B1 (fr) * 2003-04-11 2007-11-09 Agronomique Inst Nat Rech Composition nutritionnelle ou therapeutique contenant le compose oleuropeine ou l'un de ses derives
KR101245440B1 (ko) * 2003-09-12 2013-03-19 액세스 비지니스 그룹 인터내셔날 엘엘씨 사이토킨 조절물질 및 관련된 용도
US7758903B2 (en) 2003-09-12 2010-07-20 Access Business Group International Llc Cytokine modulators and related methods of use
US7758902B2 (en) * 2003-09-12 2010-07-20 Access Business Group International Llc Cytokine modulators and related methods of use
ES2238183B1 (es) * 2004-02-09 2006-12-16 Consejo Sup. Investig. Cientificas Procedimiento para obtener compuestos de alto valor añadido a partir de hoja de olivo.
CN1309396C (zh) * 2004-05-24 2007-04-11 杨寅柯 一种橄榄叶提取物的提取方法
US20080300198A1 (en) * 2004-08-09 2008-12-04 Kathleen Matt Olive Compositions and Methods for Treating Inflammatory Conditions
US9789149B2 (en) * 2005-07-19 2017-10-17 Creagri, Inc. Vegetation water composition for treatment of inflammatory skin conditions
KR100740416B1 (ko) 2005-08-25 2007-07-16 이옥환 생리활성을 갖는 올리브 잎 추출물의 제조방법
WO2008006581A2 (fr) * 2006-07-14 2008-01-17 Dsm Ip Assets B.V. Nouvelles compositions
JP2008120716A (ja) * 2006-11-10 2008-05-29 Eisai Food Chemical Kk 抗炎症剤
US8092843B2 (en) * 2009-09-23 2012-01-10 East Park Research, Inc. Method and composition for cutaneous treatment of herpes simplex infections
MY175348A (en) 2011-02-11 2020-06-22 Crea Roberto Treatment of elaeis fruit products with antioxidants
FR3003165B1 (fr) * 2013-03-13 2016-08-19 Activinside Composition contenant de la superoxyde dismutase issue d'olea europeae
US9427454B2 (en) * 2014-02-26 2016-08-30 Robert den Hoed Method of making liquid olive leaf extract
CN104490679B (zh) * 2014-12-10 2017-07-11 福建卫生职业技术学院 一种复合型抗菌洗手液及其制备方法
ITUB20150541A1 (it) 2015-03-03 2016-09-03 Acraf Composizione comprendente sostanze e/o estratti naturali
CN105011162A (zh) * 2015-07-02 2015-11-04 罗新华 油橄榄叶精华素及制作工艺及其应用
CN108432811A (zh) * 2018-06-13 2018-08-24 成都新朝阳作物科学有限公司 含蛇床子和油橄榄叶提取物的农药组合物及其制备方法
EP3590356A1 (fr) 2018-07-05 2020-01-08 Uriach Consumer Healthcare, S.L. Composition de contrôle et de réduction des niveaux de cholestérol dans le sang
CN117530968A (zh) * 2022-08-02 2024-02-09 澳大利亚分子营养与生命科学研究院 橄榄叶提取物的制备方法及橄榄叶提取物
MX2023009065A (es) * 2023-08-01 2023-09-05 Ricardo Eduardo Cazares Garcia Formulacion de productos nanotecnologicos en forma liposomal a base de aceite de olivo extravirgen, extracto alcoholico del tallo y hojas de olivo y minerales traza del mar de cortes.

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2507477A1 (fr) * 1981-06-12 1982-12-17 Roussel Uclaf Nouveau procede de preparation d'un extrait de feuilles d'olea europea riche en oleuropeine, produits obtenus, application a titre de medicaments et compositions les renfermant
SU1066603A1 (ru) * 1982-03-17 1984-01-15 Ордена Трудового Красного Знамени Институт Нефтехимических Процессов Ан Азсср Способ получени олеуропеина
SU1736501A1 (ru) * 1990-05-07 1992-05-30 Азербайджанский Государственный Медицинский Институт Им.Н.Нариманова Способ получени олеуропеина

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
BIOLOGICAL ABSTRACTS, 1 January 1900, Philadelphia, PA, US; abstract no. 89:452785, XP002912360 *
DATABASE WPI 1 January 1900 Derwent World Patents Index; AN 86-86311, XP002912362, GARIBOLDI P, JOMMI G, VEROTTA L: "Secoiridoids from Olea Europaea" *
DERWENT DRUGU, XX, XX, 1 January 1900 (1900-01-01), XX, XP002912361 *

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001047537A1 (fr) * 1999-12-23 2001-07-05 Asac Compañia De Biotecnologia E Investigacion, S.A. Procede permettant d'obtenir des extraits de olea europeae et applications de ceux-ci
ES2157178A1 (es) * 1999-12-23 2001-08-01 Asac Compania De Biotecnologia Procedimiento de obtencion de extractos de olea europaea y aplicaciones de los mismos.
US6676980B2 (en) 1999-12-23 2004-01-13 Asac Compañia de Biotecnologia e Investigacion S.A. Method for preparing an olea europaea extract and method of use of the same
CN102060893A (zh) * 2009-11-13 2011-05-18 中国科学院兰州化学物理研究所 从油橄榄叶中同步制备橄榄苦苷和橄榄总黄酮的工艺方法
WO2015113175A1 (fr) * 2014-01-30 2015-08-06 Universidad Del Desarrollo Composition biocide pour la lutte contre les parasites des abeilles domestiques, comprenant un extrait d'oleo europaea soluble dans l'eau
US11412741B2 (en) 2014-01-30 2022-08-16 Universidad Del Desarrollo Biocide composition for controlling pests affecting European honey bees, consisting of a water-soluble Olea europaea extract

Also Published As

Publication number Publication date
US5714150A (en) 1998-02-03
AU6045098A (en) 1999-08-16

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